The height of the development of a caved zone (CZ) and a water-conducting fractured zone (WCFZ), hereinafter “CZ and WCFZ”, in mining of soft coal with a soft mine floor, hard mine roof and different thicknesses of the coal seam, hereinafter “two soft and one hard” unstable coal seam, is of interest in the long wall coal mining. An observation borehole was drilled above a coal seam with an average thickness of 4.0 m. By using borehole imagery technique and comparing the borehole images at different distances from the working face, the height of “CZ and WCFZ” at the working face is calculated under the condition of insufficient mining. Based on field observations, a 3D numerical model is developed under the condition of full mining, the height of CZ is calculated to be 14.4 m and the height of WCFZ calculated to be 67.0 m. The numerical model also shows changes in the vertical stresses in the overburden strata above the roof of the coal seams and it is related to the development of the “CZ and WCFZ”. At the same time, based on the key strata theory and multiple linear regression, the height of WCFZ in the working face of this case study is predicted to be 67.0 m and 64.8 m respectively, which is close to the numerical simulation results. At the same time, 30 groups of measured data are collected to analyze the main factors affecting the WCFZ, and the influence of different lithology characteristics of overburden strata on the WCFZ is mainly discussed. The results show that the height of WCFZ is hard–hard > hard–soft > soft–hard. The results provide important practical guidelines for the prevention and control of roof water hazards in coal mine thus improving the safety of mining.